272437-84-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid, cas is 272437-84-0,the thiazines compound, it is a common compound, a new synthetic route is introduced below.
Preparation of 3-oxo-3,4-dihydro-2H-benzo[l,41thiazine-6-carboxylic acid [tra/? -4-(8- methoxy-l,2-dihydro-3-oxa-5,9-diaza-cyclopenta[alnaphthalen-2-ylmethyl)-cyclohexyll- amide:3-Oxo-3,4-dihydro-2H-benzo[l,4]thiazine-6-carboxylic acid (31 mg, 0.14 mmol, 1.0 eq) is added at room temperature to a stirred solution of tra?s-4-(8-methoxy-l,2-dihydro-3-oxa-5,9- diaza-cyclopenta[a]naphthalen-2-ylmethyl)-cyclohexylamine (47 mg, 0.14 mmol, 1.0 eq) in N,N-dimethylformamide (4 mL), followed by 1-hydroxybenzotriazole (24 mg, 0.16 mmol, 1.1 eq), N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (32 mg, 0.16 mmol, 1.15 eq) and NN-diisopropylethylamine (56 mu, 0.32 mmol, 2.25 eq). After 15 hours stirring at room temperature, solvent is evaporated and the residue is extracted with dichloromethane (3 x 10 mL) and water (10 mL). The combined organic layers are dried over sodium sulfate, filtered and concentrated to give a crude product that is purified by preparative HPLC to afford 3-oxo-3,4- dihydro-2H-benzo[l,4]thiazine-6-carboxylic acid [tra?s-4-(8-methoxy-l,2-dihydro-3-oxa- – -5,9-diaza-cyclopenta[a]naphthalen-2-ylmethyl)-cyclohexyl]-amide as a white lyophilized powder (16 mg, 21% yield).1H-NMR (400 MHz, DMSO- 6) delta ppm: 10.67 (s, 1H), 8.49 (s, 1H), 8.23 (d, J = 7.9 Hz, 1H), 8.19 (d, J = 9.0 Hz, 1H), 7.44 (m, 3H), 7.06 (d, J = 9.1 Hz, 1H), 5.21 (m, 1H), 4.01 (s, 3H), 3.74 (m, 2H), 3.51 (s, 2H), 3.14 (dd, J = 7.9, 16.8 Hz, 1H), 1.80-2.00 (m, 5H), 1.66 (m, 1H), 1.57 (m, 1H), 1.39 (m, 2H), 1.13 (m, 2H).MS m/z (+ESI): 505.5 [M+H]+.
The chemical industry reduces the impact on the environment during synthesis,272437-84-0,3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid,I believe this compound will play a more active role in future production and life.
Reference£º
Patent; BASILEA PHARMACEUTICA AG; GAUCHER, Berangere; DANEL, Franck Hubert; XIE, Tong; XU, Lin; WO2012/171860; (2012); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem